1-(4-(Hydroxymethyl)phenyl)ethanone → 2-Bromo-1-[4-(hydroxymethyl)phenyl]ethanone

HRID 564063

Reaktionsgleichung

Reaktionsgleichung von HRID 564063
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:11])[CH3:10])=[CH:5][CH:4]=1.[Br-:12].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1.CO.C1COCC1>[Br:12][CH2:10][C:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:2][OH:1])=[CH:4][CH:5]=1)=[O:11]

Komponenten

5

Edukt 2

HCID 5852641-(4-(Hydroxymethyl)phenyl)ethanoneHCID 23500184Tetra-n-butylammonium tribromide

Produkt 1

HCID 197980532-Bromo-1-[4-(hydroxymethyl)phenyl]ethanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 21899815MeOH tetrahydrofuranLösungsmittel

Versuchsvorschrift

To 7.00 g (46.6 mmol) 1-(4-hydroxymethyl-phenyl)-ethanone in 100 mL THF is added 22.5 g (46.6 mmol) tetrabutylammonium-tribromide dissolved in MeOH/THF. The reaction mixture is stirred 1 h at RT and the solvent is evaporated. The residue is dissolved with water and tertbutylmethylether. The organic phase is washed eight times with water. The combined organic phase is dried over MgSO4, filtered and the solvent is evaporated. The residue is elutriated with diisopropylether and the precipitate is collected and dried.

Aufarbeitung

  1. customthe solvent is evaporated
  2. dissolutionThe residue is dissolved with water and tertbutylmethylether
  3. washThe organic phase is washed eight times with water
  4. dry with materialThe combined organic phase is dried over MgSO4
  5. filtrationfiltered
  6. customthe solvent is evaporated
  7. customthe precipitate is collected
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8fab9a1e59cc4af5bde38fab9d368b85
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067590B2

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